triamcinolone acetonide   Click here for help

GtoPdb Ligand ID: 2867

Synonyms: Zilretta®
Approved drug PDB Ligand Immunopharmacology Ligand
triamcinolone acetonide is an approved drug (FDA (2017))
Compound class: Synthetic organic
Comment: Triamcinolone is a corticosteroid type anti-inflammatory drug. The approved drug triamcinolone often contains this formulation of the compound. The hexacetonide, furetonide and benetonide forms all have individual INNs.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 2
Topological polar surface area 93.06
Molecular weight 434.21
XLogP 1.22
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OCC(=O)C12OC(OC1CC1C2(C)CC(O)C2(C1CCC1=CC(=O)C=CC21C)F)(C)C
Isomeric SMILES OCC(=O)[C@@]12OC(O[C@@H]1C[C@@H]1[C@]2(C)C[C@H](O)[C@]2([C@H]1CCC1=CC(=O)C=C[C@]21C)F)(C)C
InChI InChI=1S/C24H31FO6/c1-20(2)30-19-10-16-15-6-5-13-9-14(27)7-8-21(13,3)23(15,25)17(28)11-22(16,4)24(19,31-20)18(29)12-26/h7-9,15-17,19,26,28H,5-6,10-12H2,1-4H3/t15-,16-,17-,19+,21-,22-,23-,24+/m0/s1
InChI Key YNDXUCZADRHECN-JNQJZLCISA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2017))
IUPAC Name Click here for help
(4aS,4bR,5S,6aS,6bS,9aR,10aS,10bS)-4b-fluoro-5-hydroxy-6b-(hydroxyacetyl)-4a,6a,8,8-tetramethyl-4a,4b,5,6,6a,6b,9a,10,10a,10b,11,12-dodecahydro-2H-naphtho[2',1':4,5]indeno[1,2-d][1,3]dioxol-2-one
Synonyms Click here for help
Zilretta®
Database Links Click here for help
BindingDB Ligand 44577
CAS Registry No. 76-25-5 (source: Scifinder)
ChEBI CHEBI:71418
ChEMBL Ligand CHEMBL1504
DrugCentral Ligand 2726
GtoPdb PubChem SID 135651277
PubChem CID 6436
RCSB PDB Ligand 1TA
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Wikipedia Triamcinolone_acetonide